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Chapter 9: Q10cP (page 278)

Show the terminal alkyne and alkyl halide from which the following products can be obtained. If two routes look feasible, list both.

Short Answer

Expert verified

Migration of the alkyl group from one molecule to another via carbanion or carbocation formation

Step by step solution

01

Alkylation

Migration of the alkyl group from one molecule to another via carbanion or carbocation formation

02

Alkylation of acetylide ion

Acetylide ion is a strong nucleophile which reacts with the electrophile like alkyl halide that replace the halide and form alkyne. Hence new C-C bond is formed and old C-Br bond is broke.

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Most popular questions from this chapter

How would you prepare the following carbonyl compounds starting from an alkyne (reddish brown Br)?

Terminal alkynes react with and water to yield bromo ketones. For example:

Propose a mechanism for the reaction. To what reaction of alkenes is

the process analogous?

Question: How would you carry out the following reactions?

Which of the following bases could be used to deprotonate 1-butyne?

d)

Synthesize the following compounds using 1-butyne as the only source of carbon along with any inorganic reagents you need. More than one step may be needed.(a) 1,1,2,2- Tetrachlorobutane(b) 1,1- Dichloro-2-ethylcyclopropane
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